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Methyllithium

Methyllithium structure

CAS No:
917-54-4
Formula:
CH3Li
Chemical Name:
Methyllithium
Synonyms:
Lithium,methyl-;Methyllithium;Lithium methide;12540-68-0;33825-29-5
Categories:
Organic Chemistry > Organometallic Compounds

Description

Methyllithium is a colorless to yellowish solution, It is insoluble in hydrocarbon solvents although propyllithium and the higher homologues are miscible in hydrocarbons. Methyllithium is soluble in diethyl ether to about 6% by weight at room temperature (with or without lithium bromide) and is a little less soluble in tetrahydrofuran. Cooling of these solutions produces clear, colorless crystals of methyllithium etherate. Methyllithium is stable to about 200°C, at which temperature it dispropo

Methyllithium is an alkyllithium compound and a one-carbon compound.

Methyllithium Basic Attributes

Molecular Weight：

21.98

Exact Mass：

22.03950

EC Number：

213-026-4

DSSTox ID：

DTXSID7061273

HScode：

29319090

Characteristics

XLogP3：

0.58380

Appearance：

Colorless to yellow Solution

Density：

0.85 g/mL at 20 °C

Melting Point：

70-71 °C

Boiling Point：

88℃

Flash Point：

5 °F

Water Solubility：

Reacts with water.

Storage Conditions：

2-8°C

Vapor Density：

3 (vs air)

Safety Information

Packing level：

Hazard category：

4.3

Transport codes：

UN 3399 4.3/PG 1

wgk germany：

hazard class code：

12-15-17-22-34-66-67-65-51/53-11-36/37/38-36/38-19-40-36/37-37-14/15

safety instructions：

16-26-36/37/39-45-43-30-60-62-61-36/37

Marks：

F+,C,N,F,Xn,Xi

Precautionary statement(s)：

P210-P222-P223-P231 + P232-P370 + P378-P422

Hazard Statements：

H225-H250-H260-H302-H314-H336

GHS Classification：

|Danger|H224 (11.76%): Extremely flammable liquid and vapor [Danger Flammable liquids]|P210, P222, P223, P231+P232, P233, P235+P410, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+P312, P301+P330+P331, P302+P334, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P330, P335+P334, P363, P370+P378, P402+P404, P403+P233, P403+P235, P405, P407, P413, P420, P422, and P501|Aggregated GHS information provided by 34 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

methyllithium

Methyllithium Use and Manufacturing

Uses

There are no significant industrial uses of methyllithium, but it is widely used in the laboratory in Grignard type reactions.
Methyllithium is an organolithium reagent mainly used for deprotonation and as a source of methyl anion. It is a strong base and a strong nucleophile.

Manufacturing Info：

Lithium, methyl-: ACTIVE

Computed Properties

Molecular Weight:22.0
Hydrogen Bond Acceptor Count:1
Exact Mass:22.03947853
Monoisotopic Mass:22.03947853
Heavy Atom Count:2
Complexity:2
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Downstream Products

Ammonia

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